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CHEBI:65736 - 1,2-dehydrogeissoschizoline

ChEBI IDCHEBI:65736
ChEBI Name1,2-dehydrogeissoschizoline
Stars
DefinitionAn indole alkaloid that is the 1,2-dehydro derivative of geissoschizoline. Isolated from Geissospermum sericeum, it exhibits antiplasmodial activity.
Last Modified1 August 2013
DownloadsMolfile
FormulaC19H24N2O
Net Charge0
Average Mass296.414
Monoisotopic Mass296.18886
SMILES[H][C@@]12C[C@]3([H])N(CC[C@]34C(=Nc3ccccc34)[C@H]1CO)C[C@H]2CC
InChIInChI=1S/C19H24N2O/c1-2-12-10-21-8-7-19-15-5-3-4-6-16(15)20-18(19)14(11-22)13(12)9-17(19)21/h3-6,12-14,17,22H,2,7-11H2,1H3/t12-,13+,14+,17+,19-/m1/s1
InChIKeyXJEKUKWZYMNSDW-XTXPVBGVSA-N
Species of MetaboliteComponentSourceComments
Geissospermum sericeum (IPNI:317676-2) bark (BTO:0001301) PubMed (11809075)
Roles Classification
Biological Roles:
antiplasmodial drug  An antiparasitic drug which is effective against Apicomplexan parasites in the genus Plasmodium. The genus contains over 200 species and includes those responsible for malaria.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antiplasmodial drug  An antiparasitic drug which is effective against Apicomplexan parasites in the genus Plasmodium. The genus contains over 200 species and includes those responsible for malaria.
ChEBI Ontology
Outgoing Relation(s)
1,2-dehydrogeissoschizoline (CHEBI:65736) has role antiplasmodial drug (CHEBI:64915)
1,2-dehydrogeissoschizoline (CHEBI:65736) has role metabolite (CHEBI:25212)
1,2-dehydrogeissoschizoline (CHEBI:65736) is a indole alkaloid (CHEBI:38958)
1,2-dehydrogeissoschizoline (CHEBI:65736) is a organic heteropentacyclic compound (CHEBI:38164)
1,2-dehydrogeissoschizoline (CHEBI:65736) is a primary alcohol (CHEBI:15734)
IUPAC Name 
(15β,16α)-1,2-didehydrocuran-17-ol
Registry NumbersSources
Reaxys:9080520Reaxys
Citations